Liver microsomal metabolism of the environmental carcinogen 3-nitrofluoranthene. I. Phenolic metabolites
- 1 June 1988
- journal article
- research article
- Published by Oxford University Press (OUP) in Carcinogenesis: Integrative Cancer Research
- Vol. 9 (6) , 911-917
- https://doi.org/10.1093/carcin/9.6.911
Abstract
The liver microsomal metabolism of the environmental carcinogen 3-nitrofluoranthene has been investigated. Five phenolic metabolites were isolated and characterized by their mass and NMR spectra as: 3-nitrofluoranthen-1-ol, 3-nitrofluoranthen-6-ol, 3-nitrofluoranthen-(7 or 10)-ol, 3-nitrofluoranthen-8-ol and 3-nitrofluoranthen-9-ol. While the microsomes isolated from Sprague-Dawley rat liver and C57B16 mouse liver preferentially metabolized the 3-nitrofluoranthene to 3-nitrofluoranthen-8-ol and 3-nitro-fluoranthen-9-ol, the microsomes from Hartley guinea-pig liver preferentially metabolized 3-nitrofluoranthene to 3-nitrofluoranthen-6-ol. 3-Nitrofluoranthen-1-ol was a minor metabolite in each of the incubations. The results indicate the presence of the nitro group on fluoranthene directs the metabolism away from the C1–C5 positions, and more towards the C6–C10 positions.Keywords
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